Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Middletown vacation rentals

Dining

Vacation Home in Highspire

*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)
9.0 out of 10, Wonderful, (11 reviews)
"The place worked for us well. "
United States
Anonymous traveler
$342 nightly
The price is $378
Jan 23 - Jan 24
Total with taxes and fees
*Newly* Renovated Stay at modern 3BR Townhome (15 minutes from Harris-Hershey)
Interior

Vacation Home in Middletown

Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
10.0 out of 10, Exceptional, (13 reviews)
"The home is a beautiful, historic house in the heart of Middletown. Some neighbors are questionable, but they kept to themselves. I would stay there again if I’m the area. "
United States
Paula W.
$409 nightly
The price is $452
Feb 1 - Feb 2
Total with taxes and fees
Fire Pit, Game Room, 15 min to Hershey with King Bed, Entire house
Fridge, microwave, oven, stovetop

Vacation Home in Highspire

*Newly* Renovated Modern Townhouse Harris-Hershey
9.4 out of 10, Exceptional, (11 reviews)
"Very clean and overall nice place to stay. The kitchen was stocked and it was very handy to have a washer and dryer. It is located very near the Harrisburg airport. It worked perfectly for our needs. "
United States
Dawn S.
$405 nightly
The price is $447
Jan 25 - Jan 26
Total with taxes and fees
*Newly* Renovated Modern Townhouse Harris-Hershey
Living area

Cabin in Middletown

Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York
9.0 out of 10, Wonderful, (2 reviews)
"Very clean!"
United States
Margaret C.
$930 nightly
The price is $1,026
Jan 26 - Jan 27
Total with taxes and fees
Forest Tree Log Cabin - middletown/Harrisburg/Hershey/Lancaster/York
Iron/ironing board, WiFi, bed sheets

Apartment in Midtown

Midtown Studio w/ Bath & Kitchen- Walk To Restaurants & Nightlife!
9.2 out of 10, Wonderful, (11 reviews)
"my fiancée and i loved our stay and was a perfect distance from hersheypark ! "
United States
TrinityGrace M.
$110 nightly
The price is $121
Jan 25 - Jan 26
Total with taxes and fees
Midtown Studio w/ Bath & Kitchen- Walk To Restaurants & Nightlife!
Smart TV

Apartment in Downtown Hershey

Candy Bar, Apt #8 One Bedroom with pull out
9.4 out of 10, Exceptional, (15 reviews)
"Thank you for letting us crash for the night. We slept great. Lovely downtown atmosphere there!"
United States
Anthony T.
$114 nightly
The price is $126
Feb 6 - Feb 7
Total with taxes and fees
Candy Bar, Apt #8 One Bedroom with pull out
Smart TV

Apartment in Midtown

Mid-Century Modern Midtown- Walk To Restaurants & Nightlife!
9.8 out of 10, Exceptional, (6 reviews)
"Great location to downtown Harrisburg!Unit is clean & the beds a very comfortable!"
United States
Richard M.
$165 nightly
The price is $182
Jan 25 - Jan 26
Total with taxes and fees
Mid-Century Modern Midtown- Walk To Restaurants & Nightlife!
Smart TV

Apartment in Downtown Hershey

Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
9.8 out of 10, Exceptional, (24 reviews)
"It was a nice clean space to stay in town"
United States
Megan F.
$114 nightly
The price is $126
Jan 25 - Jan 26
Total with taxes and fees
Hell's Kitchen, Apt #1 1-bedroom apartment just a short walk to Hershey Theatre
Exterior

Vacation Home in Lebanon

House of Lights
9.4 out of 10, Exceptional, (40 reviews)
"Was an enjoyable stay with good accommodations."
United States
Chad
$183 nightly
The price is $203
Jan 24 - Jan 25
Total with taxes and fees
House of Lights
Interior

Apartment in Uptown

Suites on Seneca - Lovely 2 Bed/1 Bath Apartment
9.0 out of 10, Wonderful, (10 reviews)
"Spacious, clean and in the perfect location for visiting downtown Harrisburg."
United States
Elizabeth
$145 nightly
The price is $153
Jan 25 - Jan 26
Total with taxes and fees
Suites on Seneca - Lovely 2 Bed/1 Bath Apartment
Smart TV

Apartment in Downtown Hershey

Keystone Efficiency, Apt #3 Downtown Hershey One Bedroom Efficiency
9.6 out of 10, Exceptional, (50 reviews)
"This historic one bedroom apartment was the perfect place for me to call home while visiting Hershey. Having a great restaurant like Fenicci’s downstairs was a bonus. Don’t forget to use your discount for staying upstairs. Great location to historic Hershey!"
United States
Todd
$114 nightly
The price is $126
Jan 23 - Jan 24
Total with taxes and fees
Keystone Efficiency, Apt #3 Downtown Hershey One Bedroom Efficiency
Interior

Vacation Home in Midtown

Cozy Home in Historic Harrisburg
9.4 out of 10, Exceptional, (15 reviews)
"This place was very cute and spacious. It had everything we needed for our overnight in Harrisburg,we wish we could have stayed longer."
United States
Amy K.
$265 nightly
The price is $278
Jan 23 - Jan 24
Total with taxes and fees
Cozy Home in Historic Harrisburg
Outdoor pool

Apartment in Lancaster

Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
9.8 out of 10, Exceptional, (36 reviews)
"Excelente"
Mexico
Jairo
$239 nightly
The price is $263
Jan 25 - Jan 26
Total with taxes and fees
Close to lot of shopping areas, eateries, bars and more. Ideal for monthly stays
TV, offices

Apartment in Midtown

Flats on Front - Riverfront Gem, Fast Wi-Fi, 3F
10.0 out of 10, Exceptional, (5 reviews)
"Just love this place "
United States
Warren P.
$169 nightly
The price is $178
Feb 11 - Feb 12
Total with taxes and fees
Flats on Front - Riverfront Gem, Fast Wi-Fi, 3F
2 bedrooms, iron/ironing board, WiFi, bed sheets

Vacation Home in Wellsville

Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.
2.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"The accommodations we're just as advertised. The property is very clean and well appointed. Tawnie, the host, was very accommodating and communicated very well before and throughout our stay. "
United States
David K.
$209 nightly
The price is $231
Jan 26 - Jan 27
Total with taxes and fees
Charming farmhouse-style apartment, nestled in a peaceful, quiet area of PA.
Terrace/patio

Aparthotel in Harrisburg

stayAPT Suites Harrisburg-Hershey
3.5 star property
8.6 out of 10, Excellent, (168 reviews)
"It felt like you were at home . It was clean the area was big the price was right will go back . Front desk helpful easy to check in "
United States
Mykeedra
$99 nightly
The price is $110
Jan 25 - Jan 26
Total with taxes and fees
stayAPT Suites Harrisburg-Hershey
Fridge, microwave, oven, stovetop

Vacation Home in Elizabethtown

Modern Farmhouse Getaway I 2 BR, Sleeps up to 6
10.0 out of 10, Exceptional, (72 reviews)
"Everything was wonderful, from the location to the house!"
United States
Amelia F.
$273 nightly
The price is $286
Jan 26 - Jan 27
Total with taxes and fees
Modern Farmhouse Getaway I 2 BR, Sleeps up to 6
Interior

Apartment in Downtown Harrisburg

Charming HBG Haven: Cozy 1BR Apt
8.8 out of 10, Excellent, (11 reviews)
"Very nice play near many restaurants and activities."
United States
Eric S.
$145 nightly
The price is $153
Jan 25 - Jan 26
Total with taxes and fees
Charming HBG Haven: Cozy 1BR Apt
Desk, iron/ironing board, travel crib, internet

Vacation Home in York

2BR Home Near Shopping & Restaurants
2.0 star property
8.0 out of 10, Very Good, (3 reviews)
"House was in a good, central location. Cute home. Nice, comforting touches to the house. Beds were comfortable. "
United States
Melissa
$357 nightly
The price is $394
Jan 23 - Jan 24
Total with taxes and fees
2BR Home Near Shopping & Restaurants
Smart TV

Apartment in Elizabethtown

The Bluebird | Pet-Friendly 2BR Apt Near Hershey
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Fantastic stay at The Bluebird at The Nest at Deodate! Clean, cozy, and perfectly set up for our group of four. The space was comfortable, well thought out, and felt welcoming the moment we walked in. The furnishings were well appointed. The kitchen was well organized with everything you may need and we appreciated the special touch of local coffee. Easy check-in, great communication, and a peaceful location made this a stress-free, enjoyable stay. The beds were super comfy with large fluffy...
United States
Dawn M.
$231 nightly
The price is $243
Jan 25 - Jan 26
Total with taxes and fees
The Bluebird | Pet-Friendly 2BR Apt Near Hershey
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middletown Hotel Reviews

Tru By Hilton Hershey Chocolate Avenue

Tru By Hilton Hershey Chocolate Avenue

10/10 Excellent
"Everything was great. Check-in was easy and the room was ready when we arrived "
Carl 1-night trip
Posted 1 day ago
Tru By Hilton Hershey Chocolate Avenue

Find out more about Middletown

Everything you need to know about Middletown vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middletown vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middletown vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middletown. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middletown in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $110 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middletown rentals

At Expedia, we put the best Middletown vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middletown rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middletown vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middletown. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, there are vacation rentals in Middletown close to Middletown & Hummelstown Railroad, or you can go with a more secluded option if you'd like a relaxing place to stay. Our travelers say Middletown has a good selection of restaurants. Make sure you have time to check out the shopping and bars during your trip.

What are some of the best vacation home rentals that Middletown has to offer?

Working Horse Ranch With Indoor Pool!!: Located near Middletown, this vacation home rental is located in a rural location and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a patio and a selection of games.

How many vacation rentals are there in Middletown?

With 8 Expedia vacation rentals, you're sure to find just the right place for your Middletown stay.

What’s there to see and do in Middletown?

Explore the area and family-friendly sights such as Hersheypark, or get out into nature at a spot like Susquehanna River. Other places in town to visit include Middletown & Hummelstown Railroad and The Vineyard and Brewery at Hershey.

What’s a vacation rental in Middletown like?

A vacation rental is a private property you can book for several days or longer in Middletown. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a small group gathering.